Sodium borohydride → HCID 178448754, compound

HRID 963197Notes

Reaction equation

HRID 963197 reaction equation
[C:1]([N:5]1[C:10](=[O:11])[CH:9]([OH:12])[C:8](=[N:13][C:14]2[CH:19]=[CH:18]N=CC=2)[CH:7]=[N:6]1)([CH3:4])([CH3:3])[CH3:2].[BH4-].[Na+]>CO>[C:1]([N:5]1[C:10](=[O:11])[C:9]([OH:12])=[C:8]([NH:13][CH2:14][C:19]2[CH:18]=[CH:10][N:5]=[CH:1][CH:2]=2)[CH:7]=[N:6]1)([CH3:2])([CH3:3])[CH3:4]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 19081402HCID 19081402, compound

Product 1

HCID 178448754HCID 178448754, compoundYield 99.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Into 10 ml of an absolute methanol solution of 1.36 g of 2-tert-butyl-4-hydroxy-5-(4-pyridylimino)pyridazin-3-(2H)-one, 0.11 g of sodium borohydride was added in a few times under cooling with ice. Then, the mixture was stirred at room temperature for two hours. Methanol was distilled off under reduced pressure, and then 100 ml of water and 150 ml of ethyl acetate were added thereto, followed by shaking. The insoluble powder was collected by filtration and washed with deionized water and then with diethyl ether (containing a small amount of ethyl acetate), and then dried under suction to obtain 0.71 g of the desired product (Compound No. 45) having a melting point of from 243° to 245° C.

Workup

  1. temperatureunder cooling with ice
  2. distillationMethanol was distilled off under reduced pressure
  3. addition100 ml of water and 150 ml of ethyl acetate were added
  4. stirringby shaking
  5. filtrationThe insoluble powder was collected by filtration
  6. washwashed with deionized water
  7. additionwith diethyl ether (containing a small amount of ethyl acetate), and
  8. customthen dried under suction

Sources & evidence

ORD record
ord-e75caff0901b4f3292a64cefc0495151
Source dataset
uspto-grants-1998_06
Patent number
US05763439

Reaction notes

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